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Our top choices for Windham bed & breakfast

Noble House Inn

Noble House Inn
3.5 star property
Bridgton
9.8 out of 10, Exceptional, (112 reviews)
"Very nice room, excellant breakfast."
United States
SANDRA
$141 nightly
The price is $154
Jun 2 - Jun 3
Total with taxes and fees
Noble House Inn

Lakeview Inn

Lakeview Inn
3.5 star property
Naples
9.4 out of 10, Exceptional, (58 reviews)
"Very good location, great host and a really good breakfast!"
United States
Andrew
$256 nightly
The price is $280
Jun 2 - Jun 3
Total with taxes and fees
Lakeview Inn

Fleetwood House Bed & Breakfast

Fleetwood House Bed & Breakfast
3.0 star property
Rosemont
9.0 out of 10, Wonderful, (133 reviews)
"Breakfast was excellent! Very pet friendly. Room was lovely and clean. "
United States
Earlene
$229 nightly
The price is $250
Jun 2 - Jun 3
Total with taxes and fees
Fleetwood House Bed & Breakfast

The Orchard House: Inn & Cafe

The Orchard House: Inn & Cafe
3.0 star property
Freeport
9.6 out of 10, Exceptional, (162 reviews)
"Wonderful place to stay! The room was very clean and the beds super comfortable. Will most definitely be returning for another visit in Maine."
United States
Shannon
$221 nightly
The price is $241
Jun 4 - Jun 5
Total with taxes and fees
The Orchard House: Inn & Cafe

Candlebay Inn

Candlebay Inn
3.0 star property
Freeport
9.6 out of 10, Exceptional, (462 reviews)
"The room was extremely clean the owner very friendly and the breakfast delicious highly recommend."
United States
Dawn
$194 nightly
The price is $211
Jun 2 - Jun 3
Total with taxes and fees
Candlebay Inn

The Jeremiah Mason House B & B

The Jeremiah Mason House B & B
3.0 star property
Limerick
9.6 out of 10, Exceptional, (52 reviews)
"Excellent place to stay. Clean room and dining area, tasty breakfast, and very friendly host!"
United States
Kenneth
$182 nightly
The price is $198
Jun 3 - Jun 4
Total with taxes and fees
The Jeremiah Mason House B & B

The Perkins House

The Perkins House
3.0 star property
Cornish
9.8 out of 10, Exceptional, (115 reviews)
"Wonderful stay "
Belgium
Yvan
$160 nightly
The price is $174
Jun 15 - Jun 16
Total with taxes and fees
The Perkins House

The Munroe Inn

The Munroe Inn
3.5 star property
Auburn
9.2 out of 10, Wonderful, (72 reviews)
"Close to Bates. Gorgeous house. Easy-check, laid back, responsive, and attentive host. We had a great time."
United States
Ippei
$150 nightly
The price is $164
Jun 2 - Jun 3
Total with taxes and fees
The Munroe Inn

The Nicholson Inn

The Nicholson Inn
3.0 star property
Freeport
$259 nightly
The price is $283
Jun 10 - Jun 11
Total with taxes and fees
The Nicholson Inn

Brewster House Bed & Breakfast

Brewster House Bed & Breakfast
4.0 star property
Freeport
9.8 out of 10, Exceptional, (118 reviews)
"The food was wonderful and the hospitality was great!"
United States
Olivia
$191 nightly
The price is $208
Jun 15 - Jun 16
Total with taxes and fees
Brewster House Bed & Breakfast

The Kendall Inn

The Kendall Inn
3.5 star property
Freeport
9.8 out of 10, Exceptional, (146 reviews)
"Nice bed and breakfast in quiet area near all the shopping "
United States
Suan
$258 nightly
The price is $281
Jun 2 - Jun 3
Total with taxes and fees
The Kendall Inn

The James Place Inn B&B

The James Place Inn B&B
3.5 star property
Freeport
10.0 out of 10, Exceptional, (183 reviews)
"Great place. Comfortable and welcoming. Great proprietors and great location. "
United States
Cecilia
$304 nightly
The price is $331
Jun 2 - Jun 3
Total with taxes and fees
The James Place Inn B&B

Old Orchard Beach Inn

Old Orchard Beach Inn
2.5 star property
Old Orchard Beach
8.2 out of 10, Very Good, (1,002 reviews)
"The beds could be upgraded, not very comfortable , other then that everything was great"
United States
Patricia
$159 nightly
The price is $174
Jun 3 - Jun 4
Total with taxes and fees
Old Orchard Beach Inn

Inn at St John Portland In-Town

Inn at St John Portland In-Town
2.5 star property
Valley Street
8.8 out of 10, Excellent, (1,122 reviews)
"Great stay!"
United States
Michael
$135 nightly
The price is $148
Jun 7 - Jun 8
Total with taxes and fees
Inn at St John Portland In-Town

Blind Tiger Portland – Carleton Street

Blind Tiger Portland – Carleton Street
3.5 star property
West End
9.6 out of 10, Exceptional, (122 reviews)
"Loved staying at the blind tiger. Very centrally located and absolutely gorgeous throughout. So many thoughtful extras. The bed was super comfortable with lovely sheets and linens. Staff was super friendly. The text system works perfectly so communication is easy but you feel like you staying in a lovely home instead of a hotel. Can’t wait to return"
United States
Paula
$377 nightly
The price is $411
Jun 14 - Jun 15
Total with taxes and fees
Blind Tiger Portland – Carleton Street
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Windham Hotel Reviews

Find out more about Windham

Windham B&B information

Number of reviews
3,052
Accommodation
34 B&B
Lowest Price
$148
Highest Price
$411

Frequently asked questions

What is the nightly rate for a B&B in Windham?
Prices for B&Bs in Windham often vary, but you can find a great deal from $148 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Windham B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
When is the best time to book a Bed & Breakfast in Windham?
The best time to book a B&B in Windham is during the vibrant fall season, particularly from September to October. This period is favored by travelers seeking a picturesque escape amid the stunning autumn foliage. As the leaves change, Windham transforms into a canvas of brilliant reds, oranges, and yellows, providing a breathtaking backdrop for outdoor activities and leisurely strolls.

September offers mild temperatures, typically ranging from the low 50s to mid-70s Fahrenheit, making it ideal for hiking and exploring the scenic trails in the Catskill Mountains. The comfortable climate invites visitors to engage in outdoor adventures, whether it's a hike to the summit of Windham Mountain or a bike ride through the charming countryside.

If you are considering a more budget-friendly option, late October can be particularly appealing. This month often features fewer crowds, allowing for a peaceful retreat where you can enjoy the lingering fall beauty without the hustle and bustle. Plus, many local businesses offer seasonal promotions, giving you the opportunity to enjoy quality experiences at a great value.
What is the difference between a Windham Bed & Breakfast and a hotel?
Every Windham B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Windham B&Bs.

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